(5-Propyl-3H-imidazol-4-yl)-methanol | 97749-51-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (5-Propyl-3H-imidazol-4-yl)-methanol
• 英文别名: 5-propyl-1H-imidazole-4-methanol；(4-propyl-1H-imidazol-5-yl)methanol
• CAS: 97749-51-4
• 化学式: C₇H₁₂N₂O
• mdl: MFCD22194604
• 分子量: 140.185
• InChiKey: ZSPTXAASNTYGGX-UHFFFAOYSA-N

物化性质

• 熔点：
  103-104.5 °C(Solv: acetone (67-64-1))
• 沸点：
  354.5±27.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  48.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-Propyl-3H-imidazol-4-yl)-methanol 在 manganese dioxide 氮 、 1,4-二氧六环 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以to give the title compound (2.9 g) as a solid, m.p. 120°-124°的产率得到4-丙基-1H-咪唑-5-羧醛
  参考文献：
  名称：

  Imidazolyl- indolylpropanones as 5-HT.sub.3 receptor antagonists

  摘要：

  本发明涉及公式(I)的化合物：##STR1##以及其生理上可接受的盐或溶剂，其中Im代表公式的咪唑基：##STR2##各种取代基在此下面定义。这些化合物是5-HT.sub.3受体5-HT效应的有效和选择性拮抗剂，并且在治疗精神病性障碍、焦虑和恶心和呕吐等方面非常有用。

  公开号：

  US04808581A1
• 作为产物：
  描述：

  2-氯-3-氧代己酸乙酯 在 水 、 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 (5-Propyl-3H-imidazol-4-yl)-methanol
  参考文献：
  名称：

  Imidazo[1,5-d][1,2,4]triazines as potential antiasthma agents

  摘要：

  By using inhibition of histamine release from antigen-challenged, sensitized human basophils as a means of identifying a potentially prophylactic drug for the treatment of asthma, a series of substituted imidazo[1,5-d][1,2,4]triazines were found, which were active. These compounds were prepared by treating imidazolecarboxaldehydes with excess Grignard agent and then oxidizing the resulting alcohols to ketones with Jones reagent. Pyrolysis of a mixture of ketone and methyl carbazate at 200 degrees C in diphenyl ether produced the desired imidazo[1,5-d][1,2,4]triazines. Those compounds with the greatest basophil activity were tested for in vivo activity in the mouse passive cutaneous anaphylaxis (PCA) and the guinea pig passive anaphylaxis tests. The best compounds, 1-ethyl-8-methyl-6-propylimidazo[1,5-d][1,2,4]triazin-4(3H)- one (4-17) and 1,8-dimethyl-6-propylimidazo[1,5-d][1,2,4]triazin-4-(3H)-one (4-16) were chosen for further study.

  DOI：

  10.1021/jm00149a029

文献信息

• Imidazole-based pinanamine derivatives: Discovery of dual inhibitors of the wild-type and drug-resistant mutant of the influenza A virus
  作者：Jianghong Dong、Shengwei Chen、Runfeng Li、Wei Cui、Haiming Jiang、Yixia Ling、Zifeng Yang、Wenhui Hu

  DOI：10.1016/j.ejmech.2015.12.013

  日期：2016.1

  We previously reported potent hit compound 4 inhibiting the wild-type influenza A virus A/HK/68 (H3N2) and A/M2-S31N mutant viruses A/WS/33 (H1N1), with its latter activity quite weak. To further increase its potency, a structure-activity relationship study of a series of imidazole-linked pinanamine derivatives was conducted by modifying the imidazole ring of this compound. Several compounds of this series inhibited the amantadine-sensitive virus at low micromolar concentrations. Among them, 33 was the most potent compound, which was identified as being active on an amantadine-sensitive virus through blocking of the viral M2 ion channel. Furthermore, 33 markedly inhibited the amantadine-resistant virus (IC50 = 3.4 mu M) and its activity increased by almost 24-fold compared to initial compound, with its action mechanism being not M2 channel mediated. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Indole derivatives, method for their preparation and pharmaceutical compositions containing them
  申请人：GLAXO GROUP LIMITED

  公开号：EP0242973B1

  公开（公告）日：1991-07-17
• PAUL, R.;BROCKMAN, J. A.;HALLETT, W. A.;HANIFIN, J. W.;TARRANT, M. E.;TOR+, J. MED. CHEM., 1985, 28, N 11, 1704-1716
  作者：PAUL, R.、BROCKMAN, J. A.、HALLETT, W. A.、HANIFIN, J. W.、TARRANT, M. E.、TOR+

  DOI：——

  日期：——
• US4808581A
  申请人：——

  公开号：US4808581A

  公开（公告）日：1989-02-28